Home History
| England League 2 | 2014/11/01 15:00 | Mansfield v Southend | W | 1-2 |
| England League 2 | 2014/10/25 14:00 | Southend v Bury | D | 1-1 |
| England League 2 | 2014/10/21 18:45 | Newport County v Southend | L | 1-0 |
| England League 2 | 2014/10/18 14:00 | Southend v Exeter | D | 1-1 |
| England League 2 | 2014/10/11 14:00 | Luton v Southend | L | 2-0 |
| England League 2 | 2014/10/04 14:00 | Southend v Morecambe | L | 0-1 |
| England League 2 | 2014/09/27 14:00 | Southend v Shrewsbury | W | 1-0 |
| England League 2 | 2014/09/20 14:00 | York v Southend | W | 2-3 |
Away History
| England National League | 2014/11/01 15:00 | Eastleigh v Chester | L | 3-2 |
| England FA Cup | 2014/10/25 14:00 | Stockport v Chester | W | 2-4 |
| England National League | 2014/10/18 14:00 | Chester v Alfreton Town | W | 2-1 |
| England National League | 2014/10/11 14:00 | Dover v Chester | L | 2-0 |
| England National League | 2014/10/07 18:45 | Chester v Aldershot | W | 1-0 |
| England National League | 2014/10/04 14:00 | Chester v Welling | D | 1-1 |
| England National League | 2014/09/30 18:45 | AFC Telford v Chester | W | 1-2 |
| England National League | 2014/09/27 14:00 | Grimsby v Chester | L | 3-0 |